2-vinylcyclopropanecarbonitrile | 18864-64-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-vinylcyclopropanecarbonitrile
• 英文别名: 2-Ethenylcyclopropane-1-carbonitrile；2-ethenylcyclopropane-1-carbonitrile
• CAS: 18864-64-7
• 化学式: C₆H₇N
• 分子量: 93.1283
• InChiKey: VAGHIDARRNMEOX-UHFFFAOYSA-N

物化性质

• 沸点：
  155.3±29.0 °C(Predicted)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-vinylcyclopropanecarbonitrile 生成 环戊-3-烯-1-甲腈
  参考文献：
  名称：

  Descotes,G.; Robbe,P., Bulletin de la Societe Chimique de France, 1969, p. 1349 - 1355

  摘要：

  DOI：
• 作为产物：
  描述：

  1-cyano-2-vinyl-cyclopropanecarboxylic acid 在 碳酸氢钠 、 lithium chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 以11.4 g的产率得到2-vinylcyclopropanecarbonitrile
  参考文献：
  名称：

  Synthesis of 2-cyano-1,4-cycloheptadiene derivatives via divinylcyclopropane rearrangement and alkylation of novel cycloheptadienyl anion species

  摘要：

  An efficient synthetic method for 2-cyano-1,4-cycloheptadiene derivatives was developed on the basis of divinylcyclopropane rearrangement. The substrates were prepared from 2-vinylcyclopropanecarbonitrile and an alpha,beta-epoxysilane through a Peterson olefination. The resulting 2-cyano-1,4-cycloheptadiene underwent deprotonation at the doubly allylic methylene group to afford a novel cycloheptadienyl anion, a useful intermediate for synthesizing polycyclic compounds. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.070

文献信息

• Cyanoazulene-based Multistage Redox Systems Prepared from Vinylcyclopropanecarbonitrile and Cyclopentenone via Divinylcyclopropane-rearrangement Approach
  作者：Keiji Tanino、Takumasa Yamada、Fumihiko Yoshimura、Takanori Suzuki

  DOI：10.1246/cl.131149

  日期：2014.5.5

  A series of 4-cyanoazulene derivatives 1–5 were synthesized from 4-cyanohexahydroazulen-1-one, which was efficiently obtained by the annulation of the seven-membered ring on the cyclopentenone skel...

  4-cyanohexahydroazulen-1-one 合成了一系列 4-cyanoazulene 衍生物 1-5，该衍生物是通过环戊烯酮骨架上的七元环环化得到的。
• Two-Carbon Elongation/Annulation of Alcohols to Nitriles
  作者：J Lai

  DOI：10.1016/00404-0399(50)11252-

  日期：1995.8.7
• Synthesis of 2-cyano-1,4-cycloheptadiene derivatives via divinylcyclopropane rearrangement and alkylation of novel cycloheptadienyl anion species
  作者：Takumasa Yamada、Fumihiko Yoshimura、Keiji Tanino

  DOI：10.1016/j.tetlet.2012.11.070

  日期：2013.2

  An efficient synthetic method for 2-cyano-1,4-cycloheptadiene derivatives was developed on the basis of divinylcyclopropane rearrangement. The substrates were prepared from 2-vinylcyclopropanecarbonitrile and an alpha,beta-epoxysilane through a Peterson olefination. The resulting 2-cyano-1,4-cycloheptadiene underwent deprotonation at the doubly allylic methylene group to afford a novel cycloheptadienyl anion, a useful intermediate for synthesizing polycyclic compounds. (C) 2012 Elsevier Ltd. All rights reserved.
• Descotes,G.; Robbe,P., Bulletin de la Societe Chimique de France, 1969, p. 1349 - 1355
  作者：Descotes,G.、Robbe,P.

  DOI：——

  日期：——